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39220

Dansyl chloride

Name: Dansyl chloride
Brand: SIGMA

suitable for fluorescence, BioReagent, ≥99.0% (HPLC)

Synonym(s):

1-Dimethylaminonaphthalene-5-sulfonyl chloride, 5-(Dimethylamino) naphthalene-1-sulfonyl chloride, DNS Chloride, DNSCl, 5-(Dimethylamino)naphthalene-1-sulfonyl chloride

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₁₂ClNO₂S

CAS Number:

605-65-2

Molecular Weight:

269.75

UNSPSC Code:

12352101

NACRES:

NA.32

PubChem Substance ID:

329755828

EC Number:

210-092-6

Beilstein/REAXYS Number:

2217205

MDL number:

MFCD00003985

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Properties

product line

BioReagent

Quality Level

200

assay

≥99.0% (HPLC)

form

powder

mol wt

269.75 g/mol

composition

Carbon Content, 53.57% , Hydrogen Content, 4.49% , Nitrogen Content, 5.00%

concentration

≤100% (5-dimethylaminonaphthalene-1-sulphonyl chloride)

color

orange-yellow, light yellow to dark yellow, yellow-orange, light yellow-orange to dark orange

mp

72-74 °C (lit.)

solubility

acetone: 0.2 g/10 mL

fluorescence

λ_ex 337 nm; λ_em 492 nm in chloroform (after derivatization with hexylamine)

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

CN(C)c1cccc2c(cccc12)S(Cl)(=O)=O

InChI

1S/C12H12ClNO2S/c1-14(2)11-7-3-6-10-9(11)5-4-8-12(10)17(13,15)16/h3-8H,1-2H3

InChI key

XPDXVDYUQZHFPV-UHFFFAOYSA-N

Description

General description

Dansyl Chloride, also known as 5-dimethylamino naphthalene-1-sulfonyl chloride, is a pre-column derivatization reagent. After the derivatization reaction, the fluorescent derivatives are analyzed using several analytical methods like NMR, IR, UV-vis, and fluorescence microscopy. Dansyl Chloride is a typical aromatic sulphonyl chloride that reacts with various bases, resulting in derivatives with variable stability.

Application

A fluorogenic reagent for fluorescent N-terminal derivatization of amino acids and peptides and detection by reverse phase HPLC.

Dansyl Chloride is used as a derivatization reagent to study extensive metabolism and low doses of ethinylestradiol administered during pre-clinical studies. Studies conducted to determine bisphenols in human serum through the HPLC method used Dansyl Chloride to obtain the derivative products. Dansyl Chloride derivatives are suitable for LC/MS determination and characterization of glyphosate, aminomethylphosphonic acid (AMPA), and glufosinate from food samples.

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pictograms

GHS05

signalword

Danger

hcodes

H290,H314

pcodes

P260 - P280 - P303 + P361 + P353 - P305 + P351 + P338 + P310

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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LC-MS/MS characterisation and determination of dansyl chloride derivatised glyphosate, aminomethylphosphonic acid (AMPA), and glufosinate in foods of plant and animal origin.

Martins Jansons et al.

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1177, 122779-122779 (2021-06-08)

Glyphosate and other polar and acidic pesticides have been particularly studied due to the concerns over widespread and intensive use. The chemical properties of these compounds necessitate use of customised methods, such as derivatisation or ion exchange chromatography. These approaches

Dansyl-naphthalimide dyads as molecular probes: effect of spacer group on metal ion binding properties.

Balaraman H Shankar et al.

The journal of physical chemistry. B, 115(45), 13292-13299 (2011-10-11)

Interaction of a few dansyl-naphthalimide conjugates 1a-e linked through polymethylene spacer groups with various metal ions was investigated through absorption, fluorescence, NMR, isothermal calorimetric (ITC), and laser flash photolysis techniques. The characteristic feature of these dyads is that they exhibit

A sensitive and selective quantification of catecholamine neurotransmitters in rat microdialysates by pre-column dansyl chloride derivatization using liquid chromatography-tandem mass spectrometry.

Ramakrishna Nirogi et al.

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 913-914, 41-47 (2012-12-29)

A rapid and sensitive liquid chromatography tandem mass spectrometry method for simultaneous quantification of catecholamine neurotransmitters in microdialysates was developed. The catecholamine neurotransmitters dopamine (DA) and norepinephrine (NE) were pre-column derivatized with dansyl chloride and analyzed. A gradient elution method

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Global Trade Item Number

SKU	GTIN
39220-1G-F	04061835504435
39220-50G-F	04061831981414
39220-5G-F	04061835180196